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2-tert-butylcyclobutanone

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Identification
Molecular formula
C8H14O
CAS number
61583-63-7
IUPAC name
2-tert-butylcyclobutanone
State
State

At room temperature, 2-tert-butylcyclobutanone exists as a liquid.

Melting point (Celsius)
-29.00
Melting point (Kelvin)
244.20
Boiling point (Celsius)
185.50
Boiling point (Kelvin)
458.70
General information
Molecular weight
140.23g/mol
Molar mass
140.2280g/mol
Density
0.8920g/cm3
Appearence

2-tert-Butylcyclobutanone is typically a colorless liquid. It has a distinct, penetrating odor that can be recognized upon exposure.

Comment on solubility

Solubility of 2-tert-butylcyclobutanone

2-tert-butylcyclobutanone, with the chemical formula C10H18O, exhibits unique solubility characteristics that are influenced by its structural properties.

Generally, the solubility of organic compounds like 2-tert-butylcyclobutanone can be understood through the following factors:

  • Polarity: Being a ketone, 2-tert-butylcyclobutanone contains a carbonyl functional group (C=O) that contributes to its polar characteristics. However, the presence of the bulky tert-butyl group makes it less polar compared to other simpler ketones, which may limit its solubility in polar solvents.
  • Solvent Compatibility: As a rule of thumb, "like dissolves like." Therefore, 2-tert-butylcyclobutanone is likely to be more soluble in nonpolar solvents such as hexane or chloroform rather than polar solvents like water.
  • Molecular Interactions: The ability of 2-tert-butylcyclobutanone to interact with solvent molecules also plays a vital role. Hydrogen bonding capability, although limited, can influence solubility in certain conditions.

In summary, while 2-tert-butylcyclobutanone demonstrates some solubility in organic solvents, it is generally not very soluble in water due to its relatively nonpolar nature compared to its mildly polar characteristics. Understanding these solubility properties can aid in practical applications, such as synthesis and extraction processes.

Interesting facts

Interesting Facts about 2-tert-Butylcyclobutanone

2-tert-butylcyclobutanone is a fascinating member of the ketone family, featuring a unique structure that allows for intriguing applications in organic synthesis and chemical research. Here are a few notable facts:

  • Structural Innovation: The compound has a cyclic structure with a strain created by the four-membered cyclobutane ring, combined with the bulky tert-butyl group. This strain contributes to its reactivity and can lead to interesting mechanistic pathways during chemical reactions.
  • Role in Synthesis: 2-tert-butylcyclobutanone is often utilized as a synthetic intermediate in the production of various chemical compounds. Its unique structural features make it a versatile tool in organic synthesis.
  • Insight into Reactivity: The presence of a ketone functional group means this compound participates readily in nucleophilic addition reactions. Thus, studying it aids in understanding ketone chemistry and reactivity trends.
  • Applications in Research: It has been a subject of research due to its potential use in the development of pharmaceuticals and agrochemicals. Understanding its properties can lead to new advancements in these fields.
  • Study of Strain: The cyclobutanone ring's strain is of great interest in the field of chemistry as it challenges traditional notions of stability and reactivity, prompting discussions about strain energy in small rings.

In conclusion, 2-tert-butylcyclobutanone is more than just a simple compound; it is a gateway to understanding complex chemical behaviors and reactions. As you delve deeper into organic chemistry, the study of such compounds can significantly enhance your comprehension of molecular interactions. As noted by chemists, "In the world of molecules, structure indeed dictates function."

Synonyms
2-tert-butylcyclobutan-1-one
4579-31-1
DTXSID90963438
DTXCID401391189
894-703-7
2-tert-Butylcyclobutanone
Cyclobutanone, 2-tert-butyl-
Cyclobutanone, 2-(1,1-dimethylethyl)-
2-(1,1-DIMETHYLETHYL)-CYCLOBUTANONE
2-tert-Butylcyclobutanone #
SCHEMBL2689978
RBVZGIAAMVLZAZ-UHFFFAOYSA-N
EAA57931
EN300-204149